Black azo dye.



OSCAR GNNTHER AND LEOPOLD HESSE, OF ELBERFELD, AND

WINKEL, NEAR ELBERIELD, GERMANY, ASST('arNOIEtS TO FARBENFABRIKEN VORM.

FBIEDR. BAYER & 00., 0F ELBERFELD, GERMANY,

A CORPORATION OF GERMANY.

BLACK AZO DYE.

No Drawing.

1'0 all whom it may concern:

Be it known. that we, ()SCAR GO'NTHER and LEoroLn Hnssn, residing at Elberfeld, and ARTHUR ZART, residing at Vohwinkel, near Elberfeld,'Ger1nany, doctors of philosophy, chemists, citizens of the German Empire, have invented new and useful Improvements .in New Azo'Dyes, of which. the following is a specification. A

This invention relates to the preparation of new azo dyestuffs which are obtained by combining inacid solution the diazo compounds of others of 5-nitro-2-amino-phenol OlR /\\/NH2 salts dark powders soluble in Water with a blackish color; yielding upon reduction with stannous chlorid and hydrochloric acid an ether of l-oxy-2.5-phenylenediamin and 1 amino 2'- arylamino-8-naphthol-6-sulfonic acid. They produce on wool from an acid bath very level bloomy black shades of good fastness to light and to milling.

In order to illustrate the new process more fully the following example is given,

the parts being b%weight: 168 parts of Iiitroaminoanisol (1 O z'NH :OCH =5 :2: 1) are dissolved by boiling in 1000 parts of a 20 per cent. hydrochloric acid and 700' parts of water.- The solution is cooled to about 15 C.'by the addition of ice and is then diazotized by means tr 69 parts of sodium nitrite. After filtration sodium acetate is added to the diazo solution until it shows only a slightly acid reaction on Congo paper and it 18 then added at 5 0.,

while stirring, to an aqueous solution of 315 Specification of Letters Patent.

I parts sidyl-,

' uble in water with a black color and Pa-tented J an. 11., 1919.

Applicationfiled August '4, 1909. Serial No. 511,139.

of 2-phenylamino-8-naphthol-6-sulfonic acid and 136 parts of crystallized sodium acetate which is cooled to 5 C. The combination is complete after a short time. The dyestutf is isolated in the usual way. It is after being dried and pulverized in the shape of its sodium salt a dark powder soluble in water with a black color and soluble in concentrated sulfuric acid with a dark--.

blue color; yielding upon reduction with stannous chlorid and hydrochloric acid 1- methoxy-2.5-phenylene-dia1nin and l-amino- 2-phenylamino-8-naphthol-6-sulfonic acid; and dyeing wool from an acid bath a full black. i

Similar shades are obtained on using instead of 2-phenylamino-8-naphthol-6-sulfonic acid, other of the above mentioned derivatives of 2-amino-S-naphthol-G-sulfonic acid a. g. paratolyl-, xyly1-, paraanimetacarboxyphenyl 2 amino 8 naphthol-d-sulfonic acid or on using instead of the above mentioned diazo compound, diazo compounds of other 5-nitro-2-aminophenol ethers, e. g. of 5-nitro-4-chloro-2- aminoanisol, 5-nitro-4-methyl2-aminoanisol, 5-nitro-2-aminophnetol, the benzylor phenylether of 5-nitro-2-am1nophenol, etc.

We claim: 1. The herein described new azo dyestuffs obtainable from ethers of 5-nitro-2-aminophenol and 2-.arylamino-8-naphthol-6-sulfonic acids, which are after being dried and pulverized in the shape of their sodium salts dark powders soluble in water with a blackish color; yielding upon reduction with .stannous chlorid and hydrochloric acid an ether of 1-021 -2.5-phenylenediamin and 1- acid; and dyeing wool stantially as described,

2. The herein described new azo dyestufi obtainable from nitro-aminoanisol (N05: NH OCH =5 :2: 1) and 2-phenylamin0- S-naphthol-fi-sulfonic acid, which. dye is after being shape of its sodium salt a dark powder solsoluble black shades, subdried' and llpulverized in the in concentrated sulfuric acid with a clerk set our hands in the presence (if LWQ Sul0- blue color; yielding upon 'IGdIlCtIOII W1th scriblng Witnesses.

stannous chlorid and hydrochloric acid 1- OSCAR GUNTHER, [LS-1 Inethoxy-Q.5-pheny1enediamin and l-amino- LEOPOLD HESSE. [LBJ 5 2-phenylamino-8-naphthol-6-sulf0nic acid; ARTHUR ZART. [11.3.] and dyeing wool black shades, substantially Witnesses: as described. OTTO Koma,

In testimony whereof we have hereunto PAUL MI'iLLER. 

